Airdate: Friday, June 9, 2000 (or earlier)
"The King of Town DVD" is a DVD-style update of an older King of Town cartoon. It includes commentary by Strong Bad, storyboards and the old version. In the toon, the King of Town sends Homestar and Pom Pom to investigate the whereabouts of his sheep.
- Blush Sticker: The King of Town gets this when he remembers that he is the one who ate the sheep.
- Blatant Lies: In his commentary track, Strong Bad claims that the King of Town doesn't actually live in this castle, but in a run-down two-room building next to the Brothers Strong's house. Later cartoons show Strong Bad was lying, and the KOT really does have a castle.
- Continuity Nod: In the new version, Homestar is summoned by the Horn Blower playing the tune from Theme Song Video.
- The Dog Was the Mastermind: The solution to the mystery of the missing sheep is that the KOT ate them himself, and forgot afterwards.
- Early Installment Weirdness: In the old version, the King of Town's mouth was visible as he belches. It's the only time his mouth was shown.
- Everybody Laughs Ending: In both the new and old versions of the cartoon.
- In-Character Commentaries: Strong Bad provides a commentary track, in spite of not appearing in the cartoon himself. Strong Bad lampshades this.
- Rule of Three: Homestar and Pom Pom question the Blacksmith, the Poopsmith, and the Royal Chef, the last of whom tells them what happened to the King's sheep.
- Snarky Inanimate Object: The Stinger for the commentary has an answering machine that makes fun of the King of Town for not receiving calls."You have no new messages. Ever.""Nobody likes you.""You still have zero messages.""You have no friends."
- Tomato in the Mirror: The King of Town doesn't realize he ate his own sheep.